Synthesis

Bromination of α-aroylketene S, S-acetals: synthesis of novel α-aroyl-α-bromoketene S, S-acetals and their further synthetic transformations

G Singh, H Ila, H Junjappa

Index: Singh, Gurdeep; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Synthesis, 1985 , # 2 p. 165 - 169

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Citation Number: 10

Abstract

When a solution of 1 a in carbon tetrachloride was stirred with N-brornosuccinimide (1.2 equivalents), work up of the reaction mixture yielded the corresponding or-bromokctene S, S- acetal 2 a in 98% yield. Compounds 2b—h were similarly obtained from the respective 1 b-- h in 94 98 0/1) overall yields. When 22: was heated with copper (l) cyanide in N-methyl-2- pyrrolidonei', the corresponding oz-cyanoketenc S, S-acetal